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The Journal of organic chemistry

Tandem Pd-Catalyzed Double C− C Bond Formation: Effect of Water

DI Chai, M Lautens

文献索引:Chai, David I.; Lautens, Mark Journal of Organic Chemistry, 2009 , vol. 74, # 8 p. 3054 - 3061

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被引用次数: 89

摘要

A highly efficient water-accelerated palladium-catalyzed reaction of gem-dibromoolefins with a boronic acid via a tandem Suzuki− Miyaura coupling and direct arylation is reported. A wide range of aryl, alkenyl, and alkyl boronic acids, as well as a variety of substitution patterns on the phenyl ring, are tolerated. Additionally, mechanistic studies were conducted to ascertain the order of the couplings as well as the role (s) of water. Results from this ...